Triethylamine → N-(7-bromo-2,3-dimethoxy-quinoxalin-5-ylmethyl)-oxalamic acid ethyl ester

HRID 1422227Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1422227
Cl.[NH2:2][CH2:3][C:4]1[CH:13]=[C:12]([Br:14])[CH:11]=[C:10]2[C:5]=1[N:6]=[C:7]([O:17][CH3:18])[C:8]([O:15][CH3:16])=[N:9]2.C(N(CC)CC)C.[Cl-].[CH2:27]([O:29][C:30](=[O:34])[C:31](O)=[O:32])[CH3:28]>C1COCC1>[CH2:27]([O:29][C:30](=[O:34])[C:31]([NH:2][CH2:3][C:4]1[CH:13]=[C:12]([Br:14])[CH:11]=[C:10]2[C:5]=1[N:6]=[C:7]([O:17][CH3:18])[C:8]([O:15][CH3:16])=[N:9]2)=[O:32])[CH3:28]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 18706309HCID 18706309, VerbindungHCID 23618337Oxalic acid monoethylester chloride

Produkt 1

HCID 54297612N-(7-bromo-2,3-dimethoxy-quinoxalin-5-ylmethyl)-oxalamic acid ethyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

300 mg (1 mmol) of 5-aminomethyl-7-bromo-2,3-dimethoxyquinoxaline hydrochloride are suspended in 10 ml of THF and the suspension is cooled to 0° C. 0.183 ml (1.3 equiv.) of triethylamine is added and then 0.123 ml (1.1 equiv.) of oxalic acid monoethyl ester chloride is added dropwise in the course of 30 minutes. The mixture is stirred at 0° C. for 2 hours, then at 20° C. for 16 hours and is concentrated by evaporation. The residue is stirred in diethyl ether, and the solid is filtered off, washed with water and diethyl ether and dried.

Aufarbeitung

  1. waitat 20° C. for 16 hours
  2. concentrationis concentrated by evaporation
  3. stirringThe residue is stirred in diethyl ether
  4. filtrationthe solid is filtered off
  5. washwashed with water and diethyl ether
  6. customdried

Quellen und Nachweise

ORD-Eintrag
ord-3a4eeae901ef4f8f8829ea663f2041ce
Quelldatensatz
uspto-grants-2000_06
Patentnummer
US06080743

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